WO2002096874A3 - Method for producing biperiden iv - Google Patents

Method for producing biperiden iv Download PDF

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Publication number
WO2002096874A3
WO2002096874A3 PCT/EP2002/005497 EP0205497W WO02096874A3 WO 2002096874 A3 WO2002096874 A3 WO 2002096874A3 EP 0205497 W EP0205497 W EP 0205497W WO 02096874 A3 WO02096874 A3 WO 02096874A3
Authority
WO
WIPO (PCT)
Prior art keywords
exo
biperiden
producing
propanone
hept
Prior art date
Application number
PCT/EP2002/005497
Other languages
German (de)
French (fr)
Other versions
WO2002096874A2 (en
Inventor
Markus Grosse
Klaus Martin Weber
Marco Thyes
Peter Klein
Elmar Vilsmaier
Original Assignee
Abbott Gmbh & Co Kg
Markus Grosse
Klaus Martin Weber
Marco Thyes
Peter Klein
Elmar Vilsmaier
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Abbott Gmbh & Co Kg, Markus Grosse, Klaus Martin Weber, Marco Thyes, Peter Klein, Elmar Vilsmaier filed Critical Abbott Gmbh & Co Kg
Priority to US10/478,384 priority Critical patent/US7501519B2/en
Priority to EP02735369A priority patent/EP1387828B1/en
Priority to DE50204538T priority patent/DE50204538D1/en
Priority to AU2002310828A priority patent/AU2002310828A1/en
Priority to AT02735369T priority patent/ATE306471T1/en
Publication of WO2002096874A2 publication Critical patent/WO2002096874A2/en
Publication of WO2002096874A3 publication Critical patent/WO2002096874A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/10—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms
    • C07D295/104—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/108—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Hydrogenated Pyridines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Cephalosporin Compounds (AREA)
  • Steroid Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

The invention relates to a method for producing biperiden by reacting exo-1-(bi-cyclo[2.2.1]hept-5-en-2-yl)-3-piperidino-1-propanone with a phenylmagnesium compound. According to the invention, exo-1-(bi-cyclo[2.2.1]hept-5-en-2-yl)-3-piperidino-1-propanone can be obtained by reacting the exo-ether of enol silylene of formula (IV) with a compound of N-methylenepiperidinium.
PCT/EP2002/005497 2001-05-18 2002-05-17 Method for producing biperiden iv WO2002096874A2 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
US10/478,384 US7501519B2 (en) 2001-05-18 2002-05-17 Method for producing biperiden IV
EP02735369A EP1387828B1 (en) 2001-05-18 2002-05-17 Method for producing biperiden iv
DE50204538T DE50204538D1 (en) 2001-05-18 2002-05-17 PROCESS FOR THE PRODUCTION OF BIPERIDES IV
AU2002310828A AU2002310828A1 (en) 2001-05-18 2002-05-17 Method for producing biperiden iv
AT02735369T ATE306471T1 (en) 2001-05-18 2002-05-17 METHOD FOR PRODUCING BIPERIDES IV

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10124453.3 2001-05-18
DE10124453A DE10124453A1 (en) 2001-05-18 2001-05-18 Preparation of biperiden used for treating Parkinson's disease, by reacting phenylmagnesium compound and exo-bicycloheptenenyl substituted propanone compound

Publications (2)

Publication Number Publication Date
WO2002096874A2 WO2002096874A2 (en) 2002-12-05
WO2002096874A3 true WO2002096874A3 (en) 2003-01-30

Family

ID=7685405

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2002/005497 WO2002096874A2 (en) 2001-05-18 2002-05-17 Method for producing biperiden iv

Country Status (8)

Country Link
US (1) US7501519B2 (en)
EP (1) EP1387828B1 (en)
AT (1) ATE306471T1 (en)
AU (1) AU2002310828A1 (en)
DE (2) DE10124453A1 (en)
DK (1) DK1387828T3 (en)
ES (1) ES2250653T3 (en)
WO (1) WO2002096874A2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10124453A1 (en) 2001-05-18 2002-11-21 Abbott Gmbh & Co Kg Preparation of biperiden used for treating Parkinson's disease, by reacting phenylmagnesium compound and exo-bicycloheptenenyl substituted propanone compound

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1005067B (en) * 1953-03-14 1957-03-28 Knoll Ag Process for the preparation of bicyclically substituted aminopropanols
US2789110A (en) * 1953-03-14 1957-04-16 Knoll Ag Amino alcohols substituted by bicycloalkyl residues and a process of making same

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10124449A1 (en) * 2001-05-18 2002-11-21 Abbott Gmbh & Co Kg Preparation of biperiden used for treating Parkinson's disease by reacting phenylmagnesium compound and bicycloheptenenyl substituted propanone of high exo/endo ratio
DE10124453A1 (en) 2001-05-18 2002-11-21 Abbott Gmbh & Co Kg Preparation of biperiden used for treating Parkinson's disease, by reacting phenylmagnesium compound and exo-bicycloheptenenyl substituted propanone compound

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1005067B (en) * 1953-03-14 1957-03-28 Knoll Ag Process for the preparation of bicyclically substituted aminopropanols
US2789110A (en) * 1953-03-14 1957-04-16 Knoll Ag Amino alcohols substituted by bicycloalkyl residues and a process of making same

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
COREY, E. J. ET AL: "Enantioselective total synthesis of (-)-preclavulone A", TETRAHEDRON LETT. (1988), 29(9), 995-8, XP002210239 *
ELTZE, M; FIGULA, V.: "Affinity and selectivity of biperiden enantiomers for muscarinic receptor subtypes", EUROPEAN JOURNAL OF PHARMACOLOGY, vol. 158, 1988, pages 11 - 19, XP002206676 *

Also Published As

Publication number Publication date
DE10124453A1 (en) 2002-11-21
DK1387828T3 (en) 2006-02-27
ES2250653T3 (en) 2006-04-16
EP1387828A2 (en) 2004-02-11
US7501519B2 (en) 2009-03-10
WO2002096874A2 (en) 2002-12-05
US20040186294A1 (en) 2004-09-23
AU2002310828A1 (en) 2002-12-09
ATE306471T1 (en) 2005-10-15
EP1387828B1 (en) 2005-10-12
DE50204538D1 (en) 2005-11-17

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